BR112021004540A2 - mousse composition and use of a combination of lactam and an alcohol - Google Patents

Abstract

The invention relates to a mousse composition comprising: a) a base composition comprising: (i) from 0.0001 to 5% by weight of a lactam; (ii) from 0.1 to 10% by weight of an alcohol; and, b) a propellant; and the use of a combination of a lactam and an alcohol in a mousse composition to break the resulting mousse foam more quickly; and the use of a combination of a lactam and an alcohol in a mousse composition to make the resulting mousse foam easier to rinse off.

Description

Invention Patent Descriptive Report

MOUSSE COMPOSITION AND USE OF A LACTAM COMBINATION

WITH AN ALCOHOL Field of Invention

[0001] The invention relates to a composition in mousse.

Background of the Invention

[0002] Consumers appreciate the use of products in the form of a mousse. These are considered superior luxury consumer products and can be used in a variety of consumer applications.

[0003] An example of application of mousses is in the area of surface treatment, for example, in the treatment of kitchen and bathroom areas by the consumer.

[0004] There is, therefore, a need for a mousse composition that has a foam that breaks faster, facilitating the rinsing of the product.

Invention Summary

[0005] We found that by incorporating a lactam with an alcohol into a mousse, the resulting mousse foam breaks up more quickly, making it easier to rinse the product.

[0006] This easier-to-rinse mousse product with faster breaking foam has the surprising attribute that the antimicrobial effect of lactam is improved in a mousse composition where the foam breaks up faster compared to lactam in a mousse where the foam does not break.

[0007] The invention relates, in a first aspect, to a mousse composition comprising: a) a base composition comprising:

i. from 0.0001 to 5% by weight of a lactam; ii. from 0.1 to 5% by weight of an alcohol; and, b) a propellant, wherein the lactam is of formula (I) or (II): (I) or (II) wherein: R1 and R2 are independently selected from hydrogen, halogen, alkyl, cycloalkyl, alkoxy, oxoalkyl , alkenyl, heterocyclyl, heteroaryl, aryl and aralalkyl; and R3 is selected from hydrogen, hydroxyl, alkyl, cycloalkyl, alkoxy, oxoalkyl, alkenyl, heterocyclyl, heteroaryl, cycloalkyl, aryl, aralalkyl, – C(O)CR6=CH2, and (CH2)nN+(Ra)3, where n is an integer from 1 to 16, preferably from 2 to 8, and where each Ra is independently H or C 1-4 alkyl; R4 and R5 are independently selected from hydrogen, aryl, heterocyclyl, heteroaryl and arylalkyl; and R6 is selected from hydrogen and methyl; and R7 is selected from hydrogen and -C(O)CR6=CH2; and preferably, at least one of R4 and R5 is hydrogen.

[0008] Amounts refer to the amount of the specified component present in the base composition.

[0009] Preferably, the lactam is present in a concentration of from 0.0001 to 2.5% by weight, preferably from 0.0001 to 1% by weight, more preferably from 0.001 to 1% by weight.

[0010] Preferably, the alcohol is selected from the group consisting of:

phenoxyethanol and ethanol, including mixtures thereof.

[0011] Preferably, the lactam of formula (I) or (II), R1, R4 and R5 are H; R3 is H, or (CH2)nN+(CH3)3, where n is an integer from 1 to 16, preferably from 2 to 8; and R2 is a phenyl group, or a mono-substituted phenyl group; preferably R2 is selected from phenyl, 4-fluorophenyl, 2-fluorophenyl, 4-chlorophenyl, 3-chlorophenyl, 4-bromophenyl and 4-methylphenyl.

Preferably, the lactam is a lactam selected from: (III); 4-(4-chlorophenyl)-5-methylene-pyrrol-2-one; and (IV) ; 5-methylene-4-(p-tolyl)pyrrol-2-one; (V) ; 4-(4-bromophenyl)-5-methylene-pyrrol-2-one; (SAW) ; 4-(3-chlorophenyl)-5-methylene-pyrrol-2-one; (VII) ; 4-(2-fluorophenyl)-5-methylene-pyrrol-2-one; and

(VIII) .

[0013] Preferably, the lactam is in encapsulated form.

[0014] Preferably, the base composition is present at a level of 80 to 96% by weight; and the propellant is present at a level of 4 to 20% by weight, more preferably the base composition is present at a level of 85 to 95% by weight; and the propellant is present at a level of 5 to 15% by weight.

[0015] Preferably, the propellant is selected from: one or more C3-C5 saturated alkanes or mixtures thereof and dimethyl ether.

[0016] Preferably, the base composition comprises one or more of the following components: surfactants, solvents, perfumes, preservatives, thickeners, chelating agents, emulsifiers, pH modifiers, dirt removal aids and hydrotrope.

[0017] In a second aspect, the invention relates to the use of a combination of a lactam with a component selected from the group consisting of: phenoxyethanol, ethanol and benzoate (or salt thereof), including mixtures thereof in a mousse composition for break the foam into the resulting mousse more quickly, where the lactam is of formula (I) or (II): (I) or (II) where: R1 and R2 are independently selected from hydrogen, halogen, alkyl, cycloalkyl, alkoxy , oxoalkyl, alkenyl, heterocyclyl,

heteroaryl, aryl and aralalkyl; and R3 is selected from hydrogen, hydroxyl, alkyl, cycloalkyl, alkoxy, oxoalkyl, alkenyl, heterocyclyl, heteroaryl, cycloalkyl, aryl, aralalkyl, – C(O)CR6=CH2, and (CH2)nN+(Ra)3, where n is an integer from 1 to 16, preferably from 2 to 8, and where each Ra is independently H or C 1-4 alkyl; R4 and R5 are independently selected from hydrogen, aryl, heterocyclyl, heteroaryl and arylalkyl; and R6 is selected from hydrogen and methyl; and R7 is selected from hydrogen and -C(O)CR6=CH2; and preferably, at least one of R4 and R5 is hydrogen.

[0018] The term 'faster' refers to the speed at which the foam in mousse breaks up. The foam in mousse takes less time (it is faster) to break in a mousse comprising the lactam and the component selected from phenoxyethanol, ethanol and benzoate than in the same mousse without the lactam and the component selected from phenoxyethanol, ethanol and benzoate.

[0019] In a third aspect, the invention relates to the use of a combination of a lactam with a component selected from the group consisting of: phenoxyethanol, ethanol and benzoate (or salt thereof), including mixtures thereof in a mousse composition for make the resulting mousse foam easier to rinse, where the lactam is of formula (I) or (II): (I) or (II) where: R1 and R2 are independently selected from hydrogen,

halogen, alkyl, cycloalkyl, alkoxy, oxoalkyl, alkenyl, heterocyclyl, heteroaryl, aryl and aralalkyl; and R3 is selected from hydrogen, hydroxyl, alkyl, cycloalkyl, alkoxy, oxoalkyl, alkenyl, heterocyclyl, heteroaryl, cycloalkyl, aryl, aralalkyl, – C(O)CR6=CH2, and (CH2)nN+(Ra)3, where n is an integer from 1 to 16, preferably from 2 to 8, and where each Ra is independently H or C 1-4 alkyl; R4 and R5 are independently selected from hydrogen, aryl, heterocyclyl, heteroaryl and arylalkyl; and R6 is selected from hydrogen and methyl; and R7 is selected from hydrogen and -C(O)CR6=CH2; and preferably, at least one of R4 and R5 is hydrogen.

[0020] The term 'easier to rinse' refers to the ease with which the foam in mousse is rinsed, both in terms of the time required for rinsing, and the amount of water required for rinsing. This can be modeled by how fast the foam in mousse breaks up. The foam in mousse takes less time (it is faster) to break in a mousse comprising the lactam and the component selected from phenoxyethanol, ethanol and benzoate than in the same mousse without the lactam and the component selected from phenoxyethanol, ethanol and benzoate. The faster the mousse foam breaks, the easier it will be to rinse off (taking less time, using less water, etc.)

Preferably, in these uses, the lactam is a lactam selected from: (III); 4-(4-chlorophenyl)-5-methylene-pyrrol-2-one; and

(IV) ; 5-methylene-4-(p-tolyl)pyrrol-2-one; (V) ; 4-(4-bromophenyl)-5-methylene-pyrrol-2-one; (SAW) ; 4-(3-chlorophenyl)-5-methylene-pyrrol-2-one; (VII) ; 4-(2-fluorophenyl)-5-methylene-pyrrol-2-one; and (VIII).

Detailed Description of the Invention

[0022] The indefinite article "a" or "an" and its corresponding definite article "the" as used herein means at least one, or one or more, unless otherwise specified.

[0023] It will be evident that, unless expressly provided otherwise, all preferences are combinable.

lactam

[0024] Lactam is a cyclic amide. Preferred lactams are γ-

lactams that have a 5-atom ring.

[0025] Preferably, the lactam is of formula (I) or (II): (I) or (II) wherein: R1 and R2 are independently selected from hydrogen, halogen, alkyl, cycloalkyl, alkoxy, oxoalkyl, alkenyl, heterocyclyl , heteroaryl, aryl and aralalkyl; and R3 is selected from hydrogen, hydroxyl, alkyl, cycloalkyl, alkoxy, oxoalkyl, alkenyl, heterocyclyl, heteroaryl, cycloalkyl, aryl, aralalkyl, – C(O)CR6=CH2, and (CH2)nN+(Ra)3, where n is an integer from 1 to 16, preferably from 2 to 8, and where each Ra is independently H or C 1-4 alkyl; R4 and R5 are independently selected from hydrogen, aryl, heterocyclyl, heteroaryl and arylalkyl; and R6 is selected from hydrogen and methyl; and R7 is selected from hydrogen and -C(O)CR6=CH2; and preferably, at least one of R4 and R5 is hydrogen.

[0026] It will be apparent, if appropriate, that the groups may be optionally substituted. Optional substituents may include halogens, C 1-4 alkyl, C 1-4 haloalkyl (for example CF 3 ) and C 1-4 alkoxy.

Alkyls can be, for example, C1-12 alkyls, such as C1-6 alkyls. Aryls can be, for example, C6-10 aryls, for example phenyls.

[0028] Preferably, at least one of R1 and R2 is selected from heterocyclyl, heteroaryl, aryl and arylalkyl.

[0029] Preferably, R1 is hydrogen. Preferably, R3 is hydrogen, or

(CH2)nN+(Ra)3, where n is an integer from 1 to 16, preferably from 2 to 8, and wherein each Ra is independently H or C1-4 alkyl, more preferably Ra is CH3; preferably, R4 is hydrogen. Preferably R5 is hydrogen. Preferably R6 is hydrogen. Preferably R7 is hydrogen. Preferably R2 is aryl or aralalkyl. More preferably, R2 is a phenyl group or a substituted phenyl group, for example a mono-substituted phenyl group. Substitution can be ortho, meta, or para. Preferred substituents include halogen and methyl. For example, and not limiting, R2 can be selected from phenyl, 4-fluorophenyl, 2-fluorophenyl, 4-chlorophenyl, 3-chlorophenyl, 4-bromophenyl and 4-methylphenyl.

More preferably, in the lactam of formula (I) or (II), R1, R4 and R5 are H; R3 is H, or (CH2)nN+(CH3)3, where n is an integer from 1 to 16, preferably from 2 to 8; and R2 is a phenyl group, or a mono-substituted phenyl group; preferably R2 is selected from phenyl, 4-fluorophenyl, 2-fluorophenyl, 4-chlorophenyl, 3-chlorophenyl, 4-bromophenyl and 4-methylphenyl.

[0031] Even more preferably, the lactam is of formula (I), R1, R4 and R5 are H; R3 is H, or (CH2)nN+(CH3)3, where n is an integer from 1 to 16, preferably from 2 to 8; and R2 is a phenyl group, or a monosubstituted phenyl group; preferably R2 is selected from phenyl, 4-fluorophenyl, 2-fluorophenyl, 4-chlorophenyl, 3-chlorophenyl, 4-bromophenyl and 4-methylphenyl.

[0032] When cationic in nature, lactam can be used in this manner or suitably with a counterion (eg, iodide).

Preferably, the lactam is a lactam selected from: (III); 4-(4-chlorophenyl)-5-methylene-pyrrol-2-one; and

(IV) ; 5-methylene-4-(p-tolyl)pyrrol-2-one; (V) ; 4-(4-bromophenyl)-5-methylene-pyrrol-2-one; (SAW) ; 4-(3-chlorophenyl)-5-methylene-pyrrol-2-one; (VII) ; 4-(2-fluorophenyl)-5-methylene-pyrrol-2-one; and (VIII).

[0034] When the lactam is cationic in nature, the cation can be used by itself or with a suitable counterion (eg iodide).

More preferably, the lactam is a lactam selected from: (III); 4-(4-chlorophenyl)-5-methylene-pyrrol-2-one; and

(IV) ; 5-methylene-4-(p-tolyl)pyrrol-2-one;

Most preferably, the lactam is: (III); 4-(4-chlorophenyl)-5-methylene-pyrrol-2-one.

[0037] Preferably, the lactam is encapsulated.

[0038] Suitably, the encapsulated lactam is a polymer encapsulated lactam.

[0039] Encapsulated lactam can be encapsulated in a polymer selected from a polyurea polymer, a melamine-formaldehyde copolymer; a urea-formaldehyde copolymer and mixtures thereof.

[0040] Suitably, the polymer is a condensation polymer. For example, the polymer can be a condensation polymer made from a diamine and a diisocyanate.

[0041] For example, the polymer can be or can comprise a polyurea of Formula P1: (P1) wherein RP1 comprises a phenylene and RP2 is an alkylene.

[0042] For example, RP1 can be –CH2–phenylene; in other words, the polymer can be derived from polymethylene polyphenylisocyanate.

[0043] For example, RP2 can be a straight-chain alkylene of the formula – (CH2)m–. In some cases, m is an integer from 2 to 10, eg 2 to 8, eg 4 to 8, eg 6 (in other words, RP2 can be hexylene).

[0044] In other words, lactam can be encapsulated in a polymer formed from polymethylene polyphenylisocyanate and hexamethylenediamine.

[0045] In some cases, the polymer and/or the structure of the encapsulate is selected and/or configured to allow controlled release or by triggering. For example, the encapsulate can dissolve at a predetermined rate under certain conditions. For example, the encapsulated can release in response to a trigger. The trigger can be, for example, the presence or a certain concentration of acid, base, a salt, an enzyme; or a non-chemical trigger, for example, an ultrasound or light.

[0046] Suitably, the lactam is encapsulated to form particles whose average diameter is from about 10 nanometers to about 1000 micrometers, preferably from about 50 nanometers to about 100 micrometers, more preferably from about 2 to about 40 micrometers , even more preferably from about 4 to 15 micrometers. A particularly preferred range is from about 5 to 10 micrometers, for example 6 to 7 micrometers. Capsule distribution can be narrow, broad, or multimodal. Multimodal distributions can be composed of different types of capsule chemistries.

[0047] The encapsulation process is suitably carried out in an oily carrier, which can be a ketone. For example, the carrier oil may be a C5-20 alkyl ketone, for example a C5-15 alkyl ketone, for example a C5-10 alkyl ketone, for example a C6-8 alkyl ketone, for example. example, a C7 alkyl ketone. The alkyl ketone can be branched or straight chain. Preferably it is straight-chain. The oxo group of the alkyl ketone may be located at C2; in other words, the alkyl ketone can be an alkyl-2-one. A preferred carrier oil is 2-heptanone. lactam concentration

[0048] Preferably, the lactam is present in a concentration of from 0.0001 to 2.5% by weight, preferably from 0.0001 to 1% by weight. For example, the lactam may suitably be present in a concentration of from 0.001 to 1% by weight, or even from 0.01 to 1% by weight, or even from 0.01 to 0.5% by weight.

Alcohol

[0049] The base composition comprises from 0.1 to 5% by weight, preferably from 0.25 to 4% by weight of an alcohol.

More preferably, the alcohol contains from 2 to 12 carbon atoms, i.e. a C2-C12 alcohol, including alkyl and/or aryl-based alcohols. More preferably the alcohol is a primary alcohol.

[0051] Preferably, the alcohol is selected from the group consisting of: phenoxyethanol and ethanol, including mixtures thereof.

Propellant

[0052] The mousse comprises a propellant.

[0053] Preferred propellants are selected from: one or more saturated C3-C5 alkanes or mixtures thereof and dimethyl ether.

The propellant may suitably be one or more C3-C5 saturated alkanes, including straight and branched chain hydrocarbons. Examples include propane, i-butane, n-butane, i-pentane, n-pentane. Preferably, the propellant is a mixture of propane, i-butane and n-butane. Commercially available propellants include AP40.

[0055] Preferably, the base composition is present at a level of 80 to 96% by weight; and the propellant is present at a level of 4 to 20% by weight, preferably the base composition is present at a level of 85 to 95% by weight; and the propellant is present at a level of 5 to 15% by weight. More preferably, the base composition is present at a level of 88 to 95% by weight; and the propellant is present at a level of 5 to 12% by weight.

[0056] Preferably, the base composition comprises one or more of the following components: surfactants, solvents, perfumes, preservatives, thickeners, chelating agents, emulsifiers, pH modifiers, dirt removal aids and hydrotrope.

Solvent

[0057] The mousse composition may comprise one or more solvents. Preferred solvent levels range from 60 to 95% by weight, more preferably from 70 to 90% by weight. A suitable and preferred solvent is water.

surfactant

[0058] The mousse composition may comprise one or more surfactants.

[0059] Preferred surfactant concentrations range from 0.1 to 20% by weight, more preferably from 0.25 to 18% by weight, most preferably from 0.5 to 15% by weight.

[0060] Any suitable surfactant can be used, including, for example, anionic, non-ionic, cationic and amphoteric surfactants.

[0061] Preferably, the surfactant is selected between anionic and non-ionic surfactants.

[0062] Suitable anionic detergent compounds that can be used are generally alkali metal salts of water-soluble organic sulfates and sulfonates having alkyl radicals containing from approximately 8 to approximately 22 carbon atoms, the term alkyl being used to include the portion alkyl from higher alkyl radicals.

[0063] Examples of suitable synthetic anionic detergent compounds are sodium and potassium alkyl sulfates, especially those obtained by sulfation of C8 to C18 higher alcohols, produced, for example, from tallow or coconut oil, C9 to C20 alkylbenzene sulfonates sodium and potassium, particularly secondary linear sodium C10 to C15 alkylbenzene sulfonates; and sodium alkylglyceryl ether sulfates, especially those ethers of higher alcohols derived from tallow or coconut oil and synthetic alcohols derived from petroleum.

[0064] The anionic surfactant is preferably selected from: linear alkylbenzene sulfonate; alkyl sulfates; alkyl ether sulfates; soaps (including fatty acids, for example lauric acid or fatty acid mixtures); alkyl ester sulfonates (preferably methyl) and mixtures thereof.

[0065] The most preferred anionic surfactants are selected from: linear alkylbenzene sulfonate; alkyl sulfates; alkyl ether sulfates and mixtures thereof. Preferably, the alkyl ether sulfate is a C12-C14 n-alkyl ether sulfate with an average of 1 to 3 EO (ethoxylate) units.

[0066] Sodium lauryl ether sulfate (SLES) is particularly preferred. Preferably, the linear alkylbenzene sulfonate is a C11 to C15 sodium alkylbenzene sulfonate. Preferably, the alkyl sulfate is a linear or branched C12 to C18 sodium alkyl sulfate. Sodium dodecyl sulfate is particularly preferred (SDS, also known as primary alkyl sulfate).

[0067] It is possible that two or more anionic surfactants are present, eg linear alkylbenzene sulphonate together with an alkyl ether sulphate.

[0068] Suitable non-ionic detergent compounds that can be used include, in particular, the reaction products of compounds having an aliphatic hydrophobic group and a reactive hydrogen atom, for example, aliphatic alcohols, acids or amides, especially oxide of ethylene, either alone or with propylene oxide. Preferred nonionic detergent compounds are the condensation products of linear or branched C8 to C18 primary or secondary aliphatic alcohols with ethylene oxide. Alternative nonionic surfactants include alkyl polyglycoside (APG).

[0069] Preferably, the surfactants used are saturated.

[0070] More preferably, the surfactant comprises non-ionic surfactants, more preferably alcohol ethoxylates.

[0071] Most preferably, the nonionic surfactant is a C8 to C18 primary alcohol with an average ethoxylation of 7 to 9 EO units.

[0072] Amphoteric surfactants, such as cocoamidopropyl betaine (CAPB), may also be included. Preferably, this surfactant is included as part of a mixture of surfactants with an anionic and/or nonionic surfactant.

Chelating

[0073] A chelating agent is preferably included in the mousse formulation. Typical inclusion concentrations range from 0.01 to 2.5% by weight, preferably from 0.025 to 1% by weight.

[0074] The chelator may preferably be: citric acid; EDTA (ethylenediaminetetraacetic acid) or a phosphonic acid.

[0075] Examples of phosphonic acid chelating agents (or phosphonate salt thereof) are: 1-hydroxyethylidene-1,1-diphosphonic acid (HEDP); diethylenetriaminepenta(methylenephosphonic acid) (DTPMP); hexamethylenediaminetetra(methylenephosphonic) acid (HDTMP); aminotris(methylenephosphonic acid) (ATMP); ethylenediaminetetra(methylenephosphonic) acid (EDTMP); tetramethylenediaminetetra(methylenephosphonic) acid (TDTMP); and phosphonobutanetricarboxylic acid (PBTC); and salts thereof.

thickeners

[0076] Suitable thickeners are preferably selected from hydroxyethylcellulose, styrene/acrylates copolymers and crosslinked polyacrylic acid.

pH modifiers

[0077] These can be used to modify the pH to the proper level. For cleaning purposes, it can be useful to have an alkaline pH, in which case NaOH is a useful pH modifier.

[0078] The mousse composition may additionally comprise one or more of: emulsifiers, perfumes, preservatives and hydrotrope.

[0079] The invention will be further described with the following non-limiting examples.

Examples Example 1 - Preparation of examples of preferred lactams Preparation of 4-(4-chlorophenyl)-5-hydroxy-5-methylfuran-2(5H)-one H3PO4, 85°C (1)

[0080] 1-(4-chlorophenyl)propan-2-one (40.00 g, 34.75 mL, 237.2 mmol), glyoxylic acid monohydrate (32.75 g, 355.8 mmol) and phosphoric acid ( 69.74 g, 711.7 mmol) were combined at room temperature before heating to 85 °C overnight. After cooling to room temperature, the mixture was poured into a mixture of water (500 ml) and ethyl acetate (500 ml). The layers were separated and the aqueous phase was extracted with ethyl acetate (500 ml). The combined organic layers were washed with a 1:1 mixture of water and brine (2 x 500 mL), dried (MgSO4 ) and concentrated under reduced pressure to provide 4-(4-chlorophenyl)-5-hydroxy-5-methylfuran- 2(5H)-one (66.00 g, >100% yield) as a brown oil. The material was used in the next step without further purification.

Preparation of 4-(4-chlorophenyl)-5-hydroxy-5-methyl-1H-pyrrole-2(5H)-one (i) SOCl2 (ii) NH3/H2O 2-MeTHF 40 - 80 oC (2)

4-(4-chlorophenyl)-5-hydroxy-5-methylfuran-2(5H)-one (66.00 g, 293.8 mmol) was dissolved in thionyl chloride (196.8 g, 120, 0 mL, 1654 mmol) and heated to 40 °C for 1 hour, then to 80 °C for 2 hours. The mixture was concentrated under reduced pressure and azeotropically mixed with 2-methyltetrahydrofuran (200 ml). The residue was diluted with 2-methyltetrahydrofuran (160ml) and this solution was added to a stirred cooled mixture of 28% ammonia in water (180ml) in 2-methyltetrahydrofuran (20ml) at 0°C. The mixture was warmed to room temperature and stirred overnight. Water (100 ml) and ethyl acetate (200 ml) were added and the layers were separated. The aqueous phase was extracted with ethyl acetate (200 ml), and the combined organic extracts were dried (MgSO4 ) and concentrated under reduced pressure. Purification by dry column flash chromatography (5-60% ethyl acetate in heptane) provided 4-(4-chlorophenyl)-5-hydroxy-5-methyl-1H-pyrrole-2(5H)-one (23, 18 g, 35% yield) as a cream colored solid.

[0082] 1H NMR (400 MHz, d6-DMSO) 8.55 (brs, 1H), 7.88-7.83 (m, 2H), 7.51-7.46 (m, 2H), 6. 37 (d, 1H), 6.32 (s, 1H), 1.45 (s, 3H) UPLC (Basic) 1.51/5.00 min, 100% purity, M+H+ 224 PF 177 °C Preparation of 4-(4-chlorophenyl)-5-methylene-1H-pyrrole-2(5H)-one

BF 'OEt , DCM, BF 3'OEt22, DCM, 0 °C 3until temp. environment 0 C to rt (3)

To a cooled solution of 4-(4-chlorophenyl)-5-hydroxy-5-methyl-1H-pyrrole-2(5H)-one (10.00 g, 44.51 mmol) in dry dichloromethane (100 mL) at 0 °C was added a solution of boron trifluoride diethyl etherate (8.213 g, 7.142 mL, 57.87 mmol) in dry dichloromethane (45 mL) over 15 minutes. The mixture was stirred at 0°C, before slowly warming to room temperature and stirring for 2 hours. The reaction was quenched with ice water (100 ml) and the layers were separated. The aqueous layer was extracted with dichloromethane (100ml) and the organic layers were combined and washed with a 1:1 mixture of water and saturated aqueous sodium hydrogen carbonate solution (100ml), dried (MgSO4 ) and filtered. Silica was added to the filtrate and the mixture was stirred for 10 minutes before filtering through a plug of silica, washing with dichloromethane followed by a 3:1 mixture of dichloromethane:diethyl ether. Fractions containing the desired product were combined and concentrated under reduced pressure. Upon concentration, a precipitate was formed which was collected by filtration and washed with diethyl ether to give 4-(4-chlorophenyl)-5-methylene-1H-pyrrole-2(5H)-one (5.25 g, 57% yield) as a cream colored solid.

[0084] 1H NMR (400 MHz, d6-DMSO) 10.10 (s, 1H), 7.54-7.47 (m, 4H), 6.36 (s, 1H), 5.04 (t, 1H), 4.85 (s, 1H) UPLC (Basic) 1.87/5.00 min, 100% purity, M+H+ 206 PF 182 °C Preparation of 5-hydroxy-5-methyl-4-(p -tolyl)furan-2(5H)-one

H3PO4, 90°C (4)

[0085] 1-(p-Tolyl)propan-2-one (25.00 g, 24.00 mL, 168.7 mmol), glyoxylic acid monohydrate (23.29 g, 253.0 mmol) and phosphoric acid ( 49.60 g, 506.1 mmol) were combined at room temperature before heating to 90°C overnight. After cooling to room temperature, the mixture was poured into a stirring mixture of ice water (400 ml) and ethyl acetate (400 ml). The layers were separated and the organic phase was washed with water (100ml), dried (MgSO4 ) and concentrated under reduced pressure. The mixture was azeotropically mixed with 2-methyltetrahydrofuran (50 mL) to provide 5-hydroxy-5-methyl-4-(p-tolyl)furan-2(5H)-one (16.50 g, 48% yield ) as a brown solid.

[0086] 1H NMR (400 MHz, d6-DMSO) 7.86 (s, 1H), 7.75 (d, 2H), 7.28 (d, 2H), 6.59 (s, 1H), 2 1.32 (s, 3H), 1.61 (s, 3H) Preparation of 5-hydroxy-5-methyl-4-(p-tolyl)-1H-pyrrole-2(5H)-one (i) SOCl2 (ii ) NH3/H2O 2-MeTHF 50 - 80 oC (5)

5-Hydroxy-5-methyl-4-(p-tolyl)furan-2(5H)-one (16.50 g, 80.80 mmol) was dissolved in thionyl chloride (48.06 g, 29 .47 mL, 404.0 mmol) and heated at 50°C for 1 hour, before heating under reflux for 1 hour. After cooling to room temperature, the mixture was concentrated under reduced pressure and made azeotropic with 2-methyltetrahydrofuran (2 x 50 ml). The residue was diluted with 2-methyltetrahydrofuran (60ml) and this solution was added to a stirred cooled mixture of 28% ammonia in water (55ml, 808.0mol) in 2-methyltetrahydrofuran (10ml) at 0°C. The mixture was warmed to room temperature and stirred overnight. 2-Methyltetrahydrofuran was removed under reduced pressure and the residue was diluted with water (200 ml) and diethyl ether (100 ml) and the mixture was stirred for 20 minutes at room temperature. The solids were collected by filtration and stirred in water (100 ml) and diethyl ether (50 ml) at room temperature for 10 minutes. The solids were collected by filtration and washed with water, diethyl ether and dried under vacuum at 50°C to provide 5-hydroxy-5-methyl-4-(p-tolyl)-1H-pyrrole-2(5H)-one (10 .49 g, 31% yield) as a light beige solid.

[0088] 1H NMR (400 MHz, d6-DMSO) 8.44 (brs, 1H), 7.73 (d, 2H), 7.21 (d, 2H), 6.24 (s, 2H), 2 .29 (s, 3H), 1.45 (s, 3H) 13 C NMR (400 MHz, d6-DMSO) 170.4 (s, 1C), 161.1 (s, 1C), 139.8 (s , 1C), 129.7 (s, 2C), 128.9 (s, 1C), 128.2 (s, 2C), 119.1 (s, 1C), 87.8 (s, 1C), 26 .7 (s, 1C), 21.5 (s, 1C) UPLC (Basic) 1.41/5.00 min, 100% purity, M+H+ 204 PF 178°C, decomposition Preparation of 5-methylene-4 -(p-tolyl)-1H-pyrrole-2(5H)-one

BF BF33'OEt 'OEt2,2DCM, , DCM, 0°C to temp. environment 0 C to rt (6)

To a cooled solution of 5-hydroxy-5-methyl-4-(p-tolyl)-1H-pyrrole-2(5H)-one (8.68 g, 42.7 mmol) in dry dichloromethane (87 mL) at 0 °C was added a solution of boron trifluoride diethyl etherate (6.85 g, 5.96 mL, 55.5 mmol) in dry dichloromethane (40 mL) over 15 minutes. After 1 hour, the mixture was allowed to warm slowly to room temperature. After a further 3 hours the reaction was diluted with dichloromethane (50 ml) and ice water (100 ml) and stirred for 10 minutes. The layers were separated and the organic layer was washed with water (100 ml), a 1:1 mixture of water and saturated aqueous sodium hydrogen carbonate solution (100 ml) and brine (100 ml) and the organic layer was filtered through Celite. and washed with dichloromethane. Any excess water was removed by pipette before drying the filtrate (MgSO4 ) and concentrating under reduced pressure to a brown solid. The solids were stirred in hot dichloromethane (120ml) for 15 minutes before slowly cooling to room temperature and then to 0°C. The solids were collected by filtration to provide 5-methylene-4-(p-tolyl)-1H-pyrrole-2(5H)-one (3.87 g, 49% yield) as a yellow solid. Silica was added to the filtrate and the mixture was stirred for 10 minutes before filtering through a plug of silica, washing with dichloromethane and then a 4:1 mixture of dichloromethane:diethyl ether. The filtrate was concentrated under reduced pressure to provide 5-methylene-4-(p-tolyl)-1H-pyrrole-2(5H)-one (0.58 g, 7%) as a yellow solid. Total yield of 5-methylene-4-(p-tolyl)-1H-pyrrole-2(5H)-one (4.45 g, 56% yield).

[0090] 1H NMR (400 MHz, d6-DMSO) 10.11 (brs, 1H), 7.35 (d, 2H), 7.25 (d, 2H), 6.25 (s, 1H), 5 .01 (s, 1H), 4.85 (s, 1H), 2.31 (s, 3H) UPLC (Basic) 1.83/5.00 min, 100% purity, M+H+ 186 PF 200 °C , decomposition Example 2 – Incorporation of lactam into mousse formulations Baseline formulation

[0091] The required volume of water was placed in the beaker and placed under the overhead stirrer at 220 rpm.

[0092] The components were added in this order: Ethanol if necessary. Adding polymers – starting with solid polymers; these were carefully shaken in the water to prevent aggregation and formation of lumps. Each polymer was allowed to disperse for 5 to 10 minutes at 220 rpm before adding the next polymer.

Stirring was stopped before adding the liquid polymers and mixing for 5 to 10 minutes at 220 rpm. Addition of surfactants to the mixture at 220 rpm until completely dispersed. Addition of silicones after the surfactant system had been incorporated for 10 minutes. Adding fragrance for 10 minutes. Once completely dispersed, the formulation was decanted through a filter into an appropriately sized container.

[0093] The lactam powder (4-(4-chlorophenyl)-5-methylene-pyrrol-2-one) was subsequently dosed into the variant formulations at the final concentration of 100 mg/L and mixed for 5 to 10 minutes until no longer no visible dust remained. This equated to 0.01% by weight of lactam in the formulation.

[0094] The pH of the formulations typically ranged from 5.5 to 6.5. The formulations were stored for 1 to 2 days before gassing.

Phenoxyethanol mousse formulation Table 1 Component % by weight DC 7113 0.91 Advantage S 0.2275 Celquat L200 1.5925 propylene glycol 0.91 tego betaine F50 0.364 Ercasol 13LH 0.182 Fab AO 0.3 Tween 20 0.182 Dissolvine NA 0.141 water to 100 phenoxyethanol 0.7 lactam 0.01 Lexguard O 0.4 EDTA 0.05 AP40 9 Benzoate mousse formulation

Table 2 Component % by weight DC 7113 0.91 Advantage S 0.2275 Celquat L200 1.5925 propylene glycol 0.91 tego betaine F50 0.364 Ercasol 13LH 0.182 Fab AO 0.3 Tween 20 0.182 Dissolvine NA 0.141 water to 100 Sodium benzoate 0 .5 lactam 0.01 EDTA 0.05 AP40 9 Ethanol mousse formulation Table 3 Component % by weight DC 7113 0.91 Advantage S 0.2275 Celquat L200 1.5925 propylene glycol 0.91 tego betaine F50 0.364 Ercasol 13LH 0.182 Fab AO 0.3 Tween 20 0.182 Dissolve NA 0.141 water to 100 Ethanol 9 lactam 0.01 AP40 9 Gasification (addition of propellant)

[0095] The required amount of base and propellant depends on the size of the can and the propellant:base ratio for this mousse is 91% base:9% propellant.

[0096] For gassing, the base was added to an empty can, a valve was fixed and secured in place before being placed in the gassing chamber, and the required amount of gas was added through the valve. The safety of the can is then checked in a water bath. Example 3 – Examples of foam breakage height/breakage speed

[0097] The base mousse formulations with 100 mg/L (equivalent to 0.01% by weight of the mousse formulation) of the lactam were dispensed and the foam break-up height/speed was determined.

[0098] The lactam used in these experiments was 4-(4-chlorophenyl)-5-methylene-pyrrol-2-one: (III) Results Table 4% Height Height Height reduction from Total time to time to Formulation foam foam break foam break t = 10 t = 15 completely t = 0 min total min min foam A – Mousse control 15.5 cm 7 cm 2.5 cm 23 min. 30 sec benzoate B – 12% mousse control plus 13.5 cm 8 cm 3 cm 20 min. 43 s benzoate + fast lactam (100 ppm) C – Control 16.0 cm 9 cm 3 cm 17 min. 37 s ethanol mousse 1 – Ethanol mousse control foam foam 59% plus 15.5 cm 7 min. 18 s + lactam (100 broken break fast ppm)

D – Foam foam mousse control of 17.5 cm 8 min. 35 s ruptured phenoxyethanol 2 – Foam mousse control 64% plus 15.0 cm 3 min. 5 sec phenoxyethanol + rapid ruptured lactam (100 ppm)

[0099] The height of the mousse was measured after dispensing, again after 10 minutes and after 15 minutes. The time taken for the foam to completely break was also measured (whether greater or less than the measured intervals of 5 or 10 minutes). The percent (%) reduction in time to full foam break was calculated. This was accomplished by converting the time to complete disruption to seconds, then subtracting the lactam + time from the control time, and then dividing by the total control time. For example, for ethanol, the calculation is 17 min 37 s (= 1057 s) – 7 min. 18 s (= 438 s) = 619 s; 619/1057 = 59% reduction in time taken to fully break the foam.

[0100] It can be seen that lactam had the greatest effect on foam reduction for formulations containing alcohol (ethanol and phenoxyethanol).

[0101] This example shows that the combination of lactam with different alcohols gave rise to a fast breaking foam compared to the combination of lactam with benzoate. This faster-breaking foam results in an easier and faster rinsing foam mousse. The combination of lactam with alcohol gave rise to a fast breaking foam compared to alcohol alone.

EXAMPLE 4 - Antimicrobial effect of lactam mousses

[0102] The antimicrobial impact of lactam in mousse formulations was tested on the surface of agar plates seeded with a Quorum Sensing reporter strain (Chromobacterium violaceum) using the zone of inhibition assay.

bacterial preparation

[0103] Bacteria were placed from the main plate into a new TSA plate using a sterile loop. The plate was then incubated for 24 hours at 28°C. Fresh nutrient agar medium was prepared in clean 500 ml vials, then sterilized and allowed to cool in a 48°C water bath as needed. The inoculum was prepared using the subculture prepared in TSA overnight. A number of cells were removed from the TSA plate using a sterile complete loop and placed in sterile nutrient broth. Cell density was adjusted using a Densimat to a measurement of about 1.8 McFarland (~1.5 x 10e8 cells/ml).

[0104] Each nutrient agar broth (500 mL) was removed from the water bath and cooled to about 40 °C and then inoculated with 7 moles of the above cell suspension (1.8 x 10e8 cells/mL). Using inoculated nutrient agar, a series of pouring plates were generated and allowed to settle before treatment with three separate foam formulations.

[0105] Dispensing of test mousse performed as follows: Each test vessel was shaken for 10 seconds and the mousse was then dispensed onto four previously prepared nutrient agar replicate plates inoculated with Chromobacterium violaceum. The foam on the plates was allowed to break, then all lids were replaced, and the agar plates were incubated for 48 hours at 28°C.

[0106] The plates were removed from the incubator and the images were collected and evaluated using custom densitometric software.

[0107] Plaques treated with benzoate + lactam demonstrate little effect on microbial communication on the surface (absence of white color) and/or growth reduction. Plates treated with alcohol + lactam showed inhibition. When the alcohol was phenoxyethanol, the mousses showed considerable inhibition and when the alcohol was ethanol the strongest inhibition was observed.

[0108] The combination of lactam with alcohol resulted in inhibition of microorganism growth which was greatly improved compared to alcohol alone.

[0109] This shows that the combination of lactam with different alcohols gave rise to a fast breaking foam. This combination also resulted in better inhibition of microorganism growth.

[0110] The control (base) formulations were as identified in Example 2 and used in Example 3.

[0111] The lactam used in these experiments was 4-(4-chlorophenyl)-5-methylene-pyrrol-2-one: (III) Results

[0112] Four plates were tested for each formulation.

[0113] The area of the agar plate that still had microorganism present is the area in lilac. Where inhibition has occurred, the area is blank to show the absence of microorganisms. The white area is only a small proportion of the lavender area for the working embodiments of the invention as the agar plate was a large area compared to the small area of application of the mousse composition on the agar plate. Thus, after the table of results, for each mousse formulation, a description of the inhibition of the microorganism treated in agar by the actual mousse application area is presented. Table 5 A - % Inhibition Control (Lilac Area mousse Area White White Area/Lilac Area) Benzoate Plate 1 2.155,230 0 0%

Plate 2 2,237,360 0 0% Plate 3 2,313,790 1,101 0.05% Plate 4 2,405,790 0 0%

[0114] The control of benzoate mousse (A) provided almost 0% inhibition (white area/foam application area). Table 6 B – % inhibition control (benzoate mousse area Lilac area White white area/lilac area) + lactam (100 ppm) Plate 1 2,581,630 0 0% Plate 2 2,537,080 42,355 2% Plate 3 2,412,640 0 0% Plate 4 2,434,320 2,956 0.1%

[0115] The control of benzoate mousse + lactam (B) provided < 15% inhibition (white area/foam application area).

Table 7 C - % Inhibition Control (Lilac Area Area of White Ethanol Mousse White Area/Lilac Area) Plate 1 2,440,510 0 0 Plate 2 2,281,280 0 0 Plate 3 2,566,680 0 0 Plate 4 2,519,800 0 0

[0116] The ethanol mousse control (C) provided almost 0% inhibition (white area/foam application area).

Table 8 1 – % inhibition control (ethanol mousse area + Lilac area White white area/lilac area) lactam (100 ppm) Plate 1 2,051,380 501,900 24.5% Plate 2 2,166,660 361,081 16 ,7% Plate 3 1,935,830 570,370 29.5% Plate 4 1,944,950 636,663 32.7%

[0117] The control of ethanol mousse + lactam (1) provided almost 100% inhibition (white area / foam application area).

Table 9 D - % Inhibition Control (Lilac Area mousse area White white area/lilac area) Phenoxyethanol Plate 1 2,220,900 0 0 Plate 2 2,271,310 0 0 Plate 3 2,726,870 0 0 Plate 4 2,714,000 0 0

[0118] The phenoxyethanol mousse control (D) provided 0% inhibition (white area/foam application area).

Table 10 2 - % inhibition mousse control (Lilac Area area White phenoxyethanol area + white lactam/lilac area) (100 ppm)

Plate 1 2,122,500 305,289 14.4% Plate 2 1,839,850 553,899 30.1% Plate 3 1,689,280 488,827 28.9% Plate 4 1,804,970 472,954 26.2%

[0119] The phenoxyethanol + lactam mousse control (2) provided ~80% inhibition (white area/foam application area).

[0120] Inhibition can be observed by application of lactam. The inhibitory effects of lactam in combination with the two different alcohols were the most pronounced. The inhibitory effects of lactam where the foam was actually applied to agar were especially most pronounced for lactam in combination with the two different alcohols (ethanol and phenoxyethanol), where approximately 80 to 100% inhibition was observed.

Claims (14)

Claims 1. Mousse composition, characterized in that it comprises: a) a base composition comprising: i. from 0.0001 to 5% by weight of a lactam; ii. from 0.1 to 5% by weight of an alcohol; and, b) a propellant, wherein the lactam is of formula (I) or (II): (I) or (II) wherein: R1 and R2 are each independently selected from hydrogen, halogen, alkyl, cycloalkyl, alkoxy , oxoalkyl, alkenyl, heterocyclyl, heteroaryl, aryl and aralalkyl; and R3 is selected from hydrogen, hydroxyl, alkyl, cycloalkyl, alkoxy, oxoalkyl, alkenyl, heterocyclyl, heteroaryl, cycloalkyl, aryl, aralalkyl, – C(O)CR6=CH2, and (CH2)nN+(Ra)3, where n is an integer from 1 to 16, preferably from 2 to 8, and where each Ra is independently H or C 1-4 alkyl; R4 and R5 are independently selected from hydrogen, aryl, heterocyclyl, heteroaryl and arylalkyl; and R6 is selected from hydrogen and methyl; and R7 is selected from hydrogen and -C(O)CR6=CH2; and preferably, at least one of R4 and R5 is hydrogen. 2. Mousse composition according to claim 1, characterized in that the lactam is present in a concentration of 0.0001% to 2.5% by weight, preferably from 0.0001% to 1% by weight, more preferably from 0.001% to 1% by weight. 3. Mousse composition according to claim 1 or 2, characterized in that the alcohol is selected from the group consisting of: phenoxyethanol and ethanol, including mixtures of these. A mousse composition according to any one of the preceding claims, characterized in that the lactam of formula (I) or (II), R1, R4 and R5 are H; R3 is H, or (CH2)nN+(CH3)3, where n is an integer from 1 to 16, preferably from 2 to 8; and R2 is a phenyl group, or a mono-substituted phenyl group; preferably R2 is selected from phenyl, 4-fluorophenyl, 2-fluorophenyl, 4-chlorophenyl, 3-chlorophenyl, 4-bromophenyl and 4-methylphenyl. 5. Mousse composition according to any one of the preceding claims, characterized in that the lactam is a lactam selected from: (III); 4-(4-chlorophenyl)-5-methylene-pyrrol-2-one; and (IV) ; 5-methylene-4-(p-tolyl)pyrrol-2-one; (V) ; 4-(4-bromophenyl)-5-methylene-pyrrol-2-one; (SAW) ; 4-(3-chlorophenyl)-5-methylene-pyrrol-2-one; (VII) ; 4-(2-fluorophenyl)-5-methylene-pyrrol-2-one; and (VIII). 6. Composition in mousse, according to any one of the preceding claims, characterized in that the lactam is a lactam selected from: (III); 4-(4-chlorophenyl)-5-methylene-pyrrol-2-one; and (IV) ; 5-methylene-4-(p-tolyl)pyrrol-2-one. A mousse composition, according to any one of the preceding claims, characterized in that the lactam is in an encapsulated form. 8. Mousse composition according to any one of the preceding claims, characterized in that the base composition is present at a level from 80% to 96% by weight; and the propellant is present at a level of 4% to 20% by weight, preferably the base composition is present at a level of 85% to 95% by weight; and the propellant is present at a level of 5% to 15% by weight. 9. Composition in mousse, according to any one of the preceding claims, characterized in that the propellant is selected from: one or more saturated C3-C5 alkanes or mixtures thereof and dimethyl ether. 10. Mousse composition according to any one of the preceding claims, characterized in that the base composition comprises one or more of the following components: surfactants, solvents, perfumes, preservatives, thickeners, chelating agents, emulsifiers, pH modifiers, removal aids of dirt and hydrotrope. 11. Use of a combination of a lactam and an alcohol characterized in that preferably the alcohol is selected from the group consisting of: phenoxyethanol and ethanol, including mixtures thereof in a mousse composition, to break the resulting mousse foam more quickly, wherein the lactam is of formula (I) or (II): (I) or (II) wherein: R1 and R2 are each independently selected from hydrogen, halogen, alkyl, cycloalkyl, alkoxy, oxoalkyl, alkenyl, heterocyclyl, heteroaryl, aryl and aralalkyl; and R3 is selected from hydrogen, hydroxyl, alkyl, cycloalkyl, alkoxy, oxoalkyl, alkenyl, heterocyclyl, heteroaryl, cycloalkyl, aryl, aralalkyl, - C(O)CR6=CH2, and (CH2)nN+(Ra)3, where n is an integer from 1 to 16, preferably from 2 to 8, and where each Ra is independently H or C1-4 alkyl; R4 and R5 are independently selected from hydrogen, aryl, heterocyclyl, heteroaryl and arylalkyl; and R6 is selected from hydrogen and methyl; and R7 is selected from hydrogen and -C(O)CR6=CH2; and preferably, at least one of R4 and R5 is hydrogen. 12. Use of a combination of a lactam and an alcohol characterized in that preferably the alcohol is selected from the group consisting of: phenoxyethanol and ethanol, including mixtures thereof in a mousse composition, to make the resulting mousse foam easier to rinse, wherein the lactam is of formula (I) or (II): (I) or (II) wherein: R1 and R2 are independently selected from hydrogen, halogen, alkyl, cycloalkyl, alkoxy, oxoalkyl, alkenyl, heterocyclyl, heteroaryl, aryl and aralalkyl; and R3 is selected from hydrogen, hydroxyl, alkyl, cycloalkyl, alkoxy, oxoalkyl, alkenyl, heterocyclyl, heteroaryl, cycloalkyl, aryl, aralalkyl, – C(O)CR6=CH2, and (CH2)nN+(Ra)3, where n is an integer from 1 to 16, preferably from 2 to 8, and where each Ra is independently H or C 1-4 alkyl; R4 and R5 are independently selected from hydrogen, aryl, heterocyclyl, heteroaryl and arylalkyl; and R6 is selected from hydrogen and methyl; and R7 is selected from hydrogen and -C(O)CR6=CH2; and preferably, at least one of R4 and R5 is hydrogen. Use according to claim 11 or 12, characterized in that the lactam is a lactam selected from: (III); 4-(4-chlorophenyl)-5-methylene-pyrrol-2-one; and (IV) ; 5-methylene-4-(p-tolyl)pyrrol-2-one; (V) ; 4-(4-bromophenyl)-5-methylene-pyrrol-2-one; (SAW) ; 4-(3-chlorophenyl)-5-methylene-pyrrol-2-one; (VII) ; 4-(2-fluorophenyl)-5-methylene-pyrrol-2-one; and (VIII). 14. Use according to claim 11 or 12, characterized in that the lactam is a lactam selected from: (III); 4-(4-chlorophenyl)-5-methylene-pyrrol-2-one; and (IV) ; 5-methylene-4-(p-tolyl)pyrrol-2-one.